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San Mateo Holiday Rentals

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Our top choices for San Mateo holiday rentals

1. Rustic River Cabin - Shell Harbour on the St Johns River - Pet Friendly

Rustic River Cabin - Shell Harbour on the St Johns River - Pet Friendly
Satsuma
9.8 out of 10, Exceptional, (34 reviews)
"The cabin was super cute, clean and very comfortable!"
United States
Terri M.
The price is NZ$385
includes taxes & fees
24 Aug - 25 Aug
Rustic River Cabin - Shell Harbour on the St Johns River - Pet Friendly

2. Fall Deals + Snowbird Rates | Coastal Stay With Water Views

Fall Deals + Snowbird Rates | Coastal Stay With Water Views
Palatka
9.8 out of 10, Exceptional, (24 reviews)
"Beautiful specious house. Kind communication with host. "
United States
Elizabeth
The price is NZ$1,262
includes taxes & fees
24 Aug - 25 Aug
Fall Deals + Snowbird Rates | Coastal Stay With Water Views

3. Stay on the St. Johns River - Room 3 at Shell Harbour

Stay on the St. Johns River - Room 3 at Shell Harbour
Satsuma
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful campground. Very quite and comfortable."
United States
Angela C.
The price is NZ$214
includes taxes & fees
24 Aug - 25 Aug
Stay on the St. Johns River - Room 3 at Shell Harbour

4. Charming 1930's house only a few blocks from the St. Johns River!

Charming 1930's house only a few blocks from the St. Johns River!
Welaka
10.0 out of 10, Exceptional, (92 reviews)
"Perfect location! House was cute and clean. Within walking distance of bar/resturant and gas station. "
United States
Melony S.
The price is NZ$337
includes taxes & fees
24 Aug - 25 Aug
Charming 1930's house only a few blocks from the St. Johns River!

5. Charming 2-bedroom house on the St John’s River in Palatka with amazing views

Charming 2-bedroom house on the St John’s River in Palatka with amazing views
Palatka
9.6 out of 10, Exceptional, (14 reviews)
"Had a great stay. "
United States
alana s.
The price is NZ$742
includes taxes & fees
21 Aug - 22 Aug
Charming 2-bedroom house on the St John’s River in Palatka with amazing views

6. Moonlite Retreat- Waterfront home in Welaka, Florida

Moonlite Retreat- Waterfront home in Welaka, Florida
Welaka
10.0 out of 10, Exceptional, (31 reviews)
"Very clean accommodation with everything needed for an enjoyable stay. "
United States
Vincent F.
The price is NZ$442
includes taxes & fees
23 Aug - 24 Aug
Moonlite Retreat- Waterfront home in Welaka, Florida

7. Shell Harbour Room 6 - Waterfront Stay on the St. Johns River

Shell Harbour Room 6 - Waterfront Stay on the St. Johns River
Satsuma
9.6 out of 10, Exceptional, (10 reviews)
"Tranquil and beautiful property. The cabin was adorable with cold AC , clean and cozy. The boat ramp is just across the street! We will definitely be going back."
United States
Melisa
The price is NZ$233
includes taxes & fees
23 Aug - 24 Aug
Shell Harbour Room 6 - Waterfront Stay on the St. Johns River

8. Cozy RV in private dead end - Palatka with AC

Cozy RV in private dead end - Palatka with AC
Palatka
9.6 out of 10, Exceptional, (4 reviews)
"Great stay! Definitely unique! Clean, quiet and relaxing!"
United States
Bethany P.
The price is NZ$325
includes taxes & fees
18 Sept - 19 Sept
Cozy RV in private dead end - Palatka with AC

9. Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Crescent City Home w/ Charcoal Grill: Near 3 Lakes
3.0 star property
Crescent City
The price is NZ$549
includes taxes & fees
24 Aug - 25 Aug
Crescent City Home w/ Charcoal Grill: Near 3 Lakes

10. Waterfront, Private Boat Dock, Paddle board, Near Springs

Waterfront, Private Boat Dock, Paddle board, Near Springs
Welaka
10.0 out of 10, Exceptional, (4 reviews)
"Nice Home"
United States
Anonymous traveller
The price is NZ$640
includes taxes & fees
31 Aug - 1 Sept
Waterfront, Private Boat Dock, Paddle board, Near Springs

11. Fisherman’s Paradise

Fisherman’s Paradise
Interlachen
10.0 out of 10, Exceptional, (4 reviews)
"The stay was awesome. Very clean and convenient to the lake and town. Will stay again"
United States
Anthony S.
The price is NZ$530
includes taxes & fees
22 Aug - 23 Aug
Fisherman’s Paradise

12. Delightful 2 bed cabin in Salt Springs - other cabins available

Delightful 2 bed cabin in Salt Springs - other cabins available
Salt Springs
9.8 out of 10, Exceptional, (17 reviews)
"Very clean and affordable room!"
United States
Stacie C.
The price is NZ$177
includes taxes & fees
23 Aug - 24 Aug
Delightful 2 bed cabin in Salt Springs - other cabins available

13. All about the water #3 of 3-Pet-friendly!

All about the water #3 of 3-Pet-friendly!
Crescent City
9.4 out of 10, Exceptional, (38 reviews)
"Host was very accommodating. Enjoyed our stay!"
United States
Maryann B.
The price is NZ$401
includes taxes & fees
26 Aug - 27 Aug
All about the water #3 of 3-Pet-friendly!

14. All about the water #2 of 3-Pet-friendly!

All about the water #2 of 3-Pet-friendly!
Crescent City
8.4 out of 10, Very good, (20 reviews)
"It was good "
United States
BRANDON D.
The price is NZ$374
includes taxes & fees
31 Aug - 1 Sept
All about the water #2 of 3-Pet-friendly!

15. Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Crescent City Home w/ Charcoal Grill: Near 3 Lakes
Crescent City
4.0 out of 10, (1 review)
"this was the worst place we stayed on our trip biking up Florida coast. the two "futons" are couches that are not anyway a place for anyone to sleep. did not see any air mattresses. You couldn't pay me to use the "single serve" coffee pot, no glasses, no ice, the sheets were stained. This place was so over priced compared to other places we stayed. You can not spend any time outside as its all ant hills everywhere. SO disappointed. The only positive was the very nice man who maintains the...
United States
Lori
The price is NZ$546
includes taxes & fees
24 Aug - 25 Aug
Crescent City Home w/ Charcoal Grill: Near 3 Lakes

16. Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards

Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards
Interlachen
10.0 out of 10, Exceptional, (5 reviews)
"What a beautiful vacation we had here, and the host could not have been more attentive or generally all round kind and considerate. I miss being there!"
United States
Lynn W.
The price is NZ$675
includes taxes & fees
26 Aug - 27 Aug
Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards

17. Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Belle Terre
9.6 out of 10, Exceptional, (54 reviews)
"This was our second stay at this home. The owner was very easy to deal with and communication for check in went smoothly. House shows as it appears in photos. Shopping and restaurants are conveniently located. Would stay here again, and recommend to family and friends."
Canada
Denise M.
The price is NZ$512
includes taxes & fees
22 Aug - 23 Aug
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

18. Charming 3-bedroom house in Palm Coast: Near Beach

Charming 3-bedroom house in Palm Coast: Near Beach
Pine Lakes
9.6 out of 10, Exceptional, (14 reviews)
"The House was Really Clean, The Host was Really Nice, Overall my Stay was great! "
United States
Charlene R.
The price is NZ$616
includes taxes & fees
23 Aug - 24 Aug
Charming 3-bedroom house in Palm Coast: Near Beach

19. Lake George getaway

Lake George getaway
Fruitland
The price is NZ$444
includes taxes & fees
20 Sept - 21 Sept
Lake George getaway

20. Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches

Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches
Palm Harbor
10.0 out of 10, Exceptional, (72 reviews)
"We were very please with house and all amenities. "
United States
Donna B.
The price is NZ$924
includes taxes & fees
25 Aug - 26 Aug
Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Mateo Hotel Reviews

Find out more about San Mateo

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Mateo holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Mateo. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Mateo. Seeing all the best attractions is bound to make you fall in love with San Mateo. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Mateo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals close to the most popular sights in San Mateo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Mateo has to offer?

Pet-Friendly Home with Private Pool, Fenced Yard + Near the Beach!: This holiday home rental outside of San Mateo is located near the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in San Mateo?

Expedia has 3 holiday rentals for your stay in San Mateo.

What can I see and do in San Mateo?

Explore the area and family-friendly sights such as Lake Broward Park, or get out into nature at a spot like Crescent Lake. Ravine Gardens State Park and Palatka Municipal Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in San Mateo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.